Trifluoroacetic acid → HCID 178509498, compound

HRID 606391Notes

Reaction equation

HRID 606391 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:24](=[O:51])[CH2:25][CH2:26][C:27]3[N:31]=[CH:30][N:29](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:28]=3)[CH:18]=1)=[O:14])[NH:7][C:6]2=[O:52])#[N:2].C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:24](=[O:51])[CH2:25][CH2:26][C:27]3[N:31]=[CH:30][NH:29][N:28]=3)[CH:18]=1)=[O:14])[NH:7][C:6]2=[O:52])#[N:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 1363809646-cyano-4-oxo-N-{[3-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoyl}amino)phenyl]methyl}-3,4-dihydroquinazoline-2-carboxamide

Product 1

HCID 178509498HCID 178509498, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-cyano-4-oxo-N-{[3-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoyl}amino)phenyl]methyl}-3,4-dihydroquinazoline-2-carboxamide (215 mg, 0.314 mmol), triethylsilane (0.053 mL, 0.330 mmol) and trifluoroacetic acid (2 mL) in dichloromethane (3 mL) was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from IPE. The resulting powder was recrystallized from ethanol to give is the title compound as a white powder (98.6 mg, 71%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from IPE
  3. customThe resulting powder was recrystallized from ethanol
  4. customto give

Sources & evidence

ORD record
ord-5ddc9046788b4fdd94236dfe55d6d209
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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